Chemical Formula: C27H44O3
Chemical Formula C27H44O3
Found 203 metabolite its formula value is C27H44O3
Sarsasapogenin
(25S)-5beta-spirostan-3beta-ol is a sapogenin. Sarsasapogenin is a natural product found in Yucca gloriosa, Narthecium ossifragum, and other organisms with data available. Constituent of Radix sarsaparilla (sarsaparilla root). Sarsasapogenin is found in asparagus, herbs and spices, and fenugreek. Sarsasapogenin is found in asparagus. Sarsasapogenin is a constituent of Radix sarsaparilla (sarsaparilla root) C274 - Antineoplastic Agent > C1931 - Antineoplastic Plant Product > C823 - Saponin C1907 - Drug, Natural Product Sarsasapogenin is a sapogenin from the Chinese medical herb Anemarrhena asphodeloides Bunge, with antidiabetic, anti-oxidative, anticancer and anti-inflamatory activities. Sarsasapogenin is a sapogenin from the Chinese medical herb Anemarrhena asphodeloides Bunge, with antidiabetic, anti-oxidative, anticancer and anti-inflamatory activities.
tigogenin
Tigogenin is a widely used steroidal sapogenin isolated from several plant species and used for synthesizing steroid drugs. It has a role as a gout suppressant and a plant metabolite. Tigogenin is a natural product found in Cordyline australis, Yucca gloriosa, and other organisms with data available. A widely used steroidal sapogenin isolated from several plant species and used for synthesizing steroid drugs. Tigogenin, also known as sarsasapogenin, (3beta,5alpha,25s)-isomer or smilagenin, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Thus, tigogenin is considered to be a sterol lipid molecule. Tigogenin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Tigogenin can be found in fenugreek, which makes tigogenin a potential biomarker for the consumption of this food product. Tigogenin, one of steroidal sapogenins, is widely used for synthesizing steroid agents. Tigogenin inhibits adipocytic differentiation and induces osteoblastic differentiation in mouse bone marrow stromal cells[1]. Tigogenin, one of steroidal sapogenins, is widely used for synthesizing steroid agents. Tigogenin inhibits adipocytic differentiation and induces osteoblastic differentiation in mouse bone marrow stromal cells[1].
Smilagenin
(25R)-5beta-spirostan-3beta-ol is an oxaspiro compound that is(5beta,25R)-spirostan substituted by a beta-hydroxy group at position 3. It has a role as an antineoplastic agent and a metabolite. It is an oxaspiro compound, a 3beta-hydroxy steroid, an organic heterohexacyclic compound and a sapogenin. It derives from a hydride of a (25R)-5beta-spirostan. Smilagenin is a novel non-peptide, orally bioavailable neurotrophic factor inducer that readily reverses free radical neurotoxicity produced by 1-ethyl-4- phenylpyridium (MPP+) in dopaminergic neurones and reverses the decrease of neuronal growth factors and dopamine receptors in the brain. Pre-clinical work with smilagenin showed it to be neuroprotective against betya-amyloid and glutamate damage which contributes to Alzheimers disease and reverses the changes in the area of the brain involved in Parkinson’s disease. P58 is a protein synthesis stimulant acts by restoring levels of proteins that are altered in the ageing brain, reversing the loss of nerve receptors in the ageing brain and potentially allowing for the regrowth of neural connections. P58 therefore provides a totally novel mode of action with potential importance for diseases associated with ageing of the brain. P58 is one of a family of phytochemicals isolated from traditional treatments for the elderly that have previously been shown to offer significant benefit in the treatment of senile dementia. Smilagenin is a natural product found in Yucca gloriosa, Yucca aloifolia, and other organisms with data available. Constituent of Jamaica sarsaparilla (Smilax ornata). Smilagenin is found in herbs and spices and fenugreek. Smilagenin is found in fenugreek. Smilagenin is a constituent of Jamaica sarsaparilla (Smilax ornata) An oxaspiro compound that is(5beta,25R)-spirostan substituted by a beta-hydroxy group at position 3. C78276 - Agent Affecting Digestive System or Metabolism > C29711 - Anti-diabetic Agent Smilagenin (SMI) is a small-molecule steroidal sapogenin from Anemarrhena asphodeloides and Pelargonium hortorum widely used in traditional Chinese medicine for treating chronic neurodegeneration diseases[1]. Smilagenin (SMI) improves memory of aged rats by increasing the muscarinic receptor subtype 1 (M1)-receptor density[2]. Smilagenin (SMI) attenuates Aβ(25-35)-induced neurodegenerationvia stimulating the gene expression of brain-derived neurotrophic factor, may represents a novel therapeutic strategy for AD[3]. Smilagenin (SMI) is a small-molecule steroidal sapogenin from Anemarrhena asphodeloides and Pelargonium hortorum widely used in traditional Chinese medicine for treating chronic neurodegeneration diseases[1]. Smilagenin (SMI) improves memory of aged rats by increasing the muscarinic receptor subtype 1 (M1)-receptor density[2]. Smilagenin (SMI) attenuates Aβ(25-35)-induced neurodegenerationvia stimulating the gene expression of brain-derived neurotrophic factor, may represents a novel therapeutic strategy for AD[3]. Smilagenin (SMI) is a small-molecule steroidal sapogenin from Anemarrhena asphodeloides and Pelargonium hortorum widely used in traditional Chinese medicine for treating chronic neurodegeneration diseases[1]. Smilagenin (SMI) improves memory of aged rats by increasing the muscarinic receptor subtype 1 (M1)-receptor density[2]. Smilagenin (SMI) attenuates Aβ(25-35)-induced neurodegenerationvia stimulating the gene expression of brain-derived neurotrophic factor, may represents a novel therapeutic strategy for AD[3].
Calcitriol
The physiologically active form of vitamin D. It is formed primarily in the kidney by enzymatic hydroxylation of 25-hydroxycholecalciferol (calcifediol). Its production is stimulated by low blood calcium levels and parathyroid hormone. Calcitriol increases intestinal absorption of calcium and phosphorus, and in concert with parathyroid hormone increases bone resorption.--PubChem [HMDB] The physiologically active form of vitamin D. It is formed primarily in the kidney by enzymatic hydroxylation of 25-hydroxycholecalciferol (calcifediol). Its production is stimulated by low blood calcium levels and parathyroid hormone. Calcitriol increases intestinal absorption of calcium and phosphorus, and in concert with parathyroid hormone increases bone resorption.--PubChem. A - Alimentary tract and metabolism > A11 - Vitamins > A11C - Vitamin a and d, incl. combinations of the two > A11CC - Vitamin d and analogues D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents > D002120 - Calcium Channel Agonists COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials, COVID-19 Disease Map C274 - Antineoplastic Agent > C2122 - Cell Differentiating Agent > C1934 - Differentiation Inducer D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D - Dermatologicals > D05 - Antipsoriatics > D05A - Antipsoriatics for topical use D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols D000077264 - Calcium-Regulating Hormones and Agents D050071 - Bone Density Conservation Agents D049990 - Membrane Transport Modulators Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS
24,25-Dihydroxyvitamin D
24,25-Dihydroxyvitamin D (24R,25(OH)2D3) circulates in blood at concentrations about 1000 times higher than 1alpha,25(OH)2D3. 24-Hydroxylase is present in the proximal convoluted tubule cells of the kidney and in virtual all target cells of 1alpha,25(OH)2D3. Interestingly, 1alpha,25(OH)2D3 is a very strong inducer of 24-hydroxylase activity and 24R,25(OH)2D3 formation. Also parathyroid hormone (PTH) regulates 24-hydroxylase activity but in a tissue specific manner, i.e. inhibitory in the kidney while a synergistic effect together with 1alpha,25(OH)2D3 is observed in osteoblasts. Generally, 24-hydroxylation has been considered the first step in the degradation pathway of 1alpha,25(OH)2D3 and 25-(OH)D3. However, through the past decades data have accumulated that 24R,25(OH)2D3 is not merely a degradation product but has effects on its own. Classic studies have demonstrated the significance of 24R,25(OH)2D3 for normal chicken egg hatchability and calcium and phosphorus homeostasis. More recently it became apparent that 24R,25(OH)2D3 also has distinct effects on cartilage in particular the resting zone cells. 24R,25(OH)2D3 stimulates osteocalcin synthesis in human osteoblasts. 24R,25(OH)2D3 plays a role in bone metabolism but that it acts in concert with 1alpha,25(OH)2D3 to obtain an optimal effect. (PMID: 11179746). D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols D000077264 - Calcium-Regulating Hormones and Agents D050071 - Bone Density Conservation Agents
Paricalcitol
Paricalcitol is only found in individuals that have used or taken this drug. It is a synthetic vitamin D analog. Paricalcitol has been used to reduce parathyroid hormone levels. Paricalcitol is indicated for the prevention and treatment of secondary hyperparathyroidism associated with chronic renal failure.Paricalcitol is biologically active vitamin D analog of calcitriol with modifications to the side chain (D2) and the A (19-nor) ring. Preclinical andin vitro studies have demonstrated that paricalcitols biological actions are mediated through binding of the VDR, which results in the selective activation of vitamin D responsive pathways. Vitamin D and paricalcitol have been shown to reduce parathyroid hormone levels by inhibiting PTH synthesis and secretion. H - Systemic hormonal preparations, excl. sex hormones and insulins > H05 - Calcium homeostasis > H05B - Anti-parathyroid agents D018977 - Micronutrients > D014815 - Vitamins > D004872 - Ergocalciferols
5,6-24(S),25-Diepoxycholesterol
ST 27:2;O3
7alpha,24-dihydroxycholest-4-en-3-one
7alpha,24-dihydroxycholest-4-en-3-one is also known as 4-Cholesten-7alpha,24-diol-3-one. 7alpha,24-dihydroxycholest-4-en-3-one is considered to be practically insoluble (in water) and relatively neutral. 7alpha,24-dihydroxycholest-4-en-3-one is a bile acid lipid molecule
7alpha,25-Dihydroxy-4-cholesten-3-one
This compound belongs to the family of Cholesterols and Derivatives. These are compounds containing an hydroxylated chloestane moeity.
3beta-hydroxy-5-cholestenoate
3beta-Hydroxy-5-cholestenoic acid (CAS: 6561-58-6) belongs to the class of organic compounds known as monohydroxy bile acids, alcohols, and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. 3beta-Hydroxy-5-cholestenoic acid is found in the primary bile acid biosynthesis pathway. 3beta-Hydroxy-5-cholestenoic acid is created from cholest-5-ene-3 beta,26-diol through the action of CYP27A (EC 1.14.13.15). 3beta-Hydroxy-5-cholestenoic acid is then converted into 3beta,7alpha-dihydroxy-5-cholestenoic acid by the action of CYP7B (EC 1.14.13.100). 3beta-Hydroxy-5-cholestenoic acid was identified as one of forty plasma metabolites that could be used to predict gut microbiome Shannon diversity (PMID: 31477923). Shannon diversity is a metric that summarizes both species abundance and evenness, and it has been suggested as a marker for microbiome health.
7 alpha,26-Dihydroxy-4-cholesten-3-one
7 alpha,26-Dihydroxy-4-cholesten-3-one is involved in primary bile acid biosynthesis. 7 alpha,26-Dihydroxy-4-cholesten-3-one is produced from 7 alpha,27-Dihydroxycholesterol through the action of HSD3B7 (EC:1.1.1.181). 7 alpha,26-Dihydroxy-4-cholesten-3-one can then be converted to 7 alpha-Hydroxy-3-oxo-4-cholestenoate by CYP27A (EC:1.14.13.15). 7 alpha,26-Dihydroxy-4-cholesten-3-one is involved in primary bile acid biosynthesis.
7a,12a-Dihydroxy-cholestene-3-one
7a,12a-Dihydroxy-cholestene-3-one is an intermediate in bile acid synthesis; is considerably higher in patients with cerebrotendinous xanthomatosis (CTX) than in the normal liver. (PMID 7017048) [HMDB] 7a,12a-Dihydroxy-cholestene-3-one is an intermediate in bile acid synthesis; is considerably higher in patients with cerebrotendinous xanthomatosis (CTX) than in the normal liver. (PMID 7017048).
Tacalcitol
D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D - Dermatologicals > D05 - Antipsoriatics > D05A - Antipsoriatics for topical use D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols D000893 - Anti-Inflammatory Agents D003879 - Dermatologic Agents Same as: D08554
7 alpha,24-Dihydroxy-4-cholesten-3-one
7 alpha,24-Dihydroxy-4-cholesten-3-one is involved in the primary bile acid biosynthesis pathway. 7 alpha,24-Dihydroxy-4-cholesten-3-one is produced from (24S)-Cholest-5-ene-3 beta,7 alpha,24-triol through the action of HSD3B7 (EC:1.1.1.181).
Octadecyl cis-p-coumarate
Octadecyl cis-p-coumarate is found in potato. Octadecyl cis-p-coumarate is a constituent of Ipomoea batatas (sweet potato). Constituent of Ipomoea batatas (sweet potato). Octadecyl trans-p-coumarate is found in root vegetables and potato.
23S,25-dihydroxyvitamin D3
23S,25-dihydroxyvitamin D3 (23S,25-(OH)2D3) is a circulating metabolite of vitamin D3 during vitamin D excess. During hypocalcemia or hypovitaminosis D, 25-OH-D3 is 1alpha-hydroxylated, primarily in kidney, to produce 1,25-(OH)2D3. 1,25-(OH)2D3 is a hormonally active form of vitamin D3 that enhances intestinal calcium transport and promotes mobilization of calcium from bone. In states of vitamin D excess, other pathways of 25-OH-D3 metabolism emerge as alternatives to 1-and 24-hydroxylation. Recently, 25-hydroxyvitamin D3-26,23-lactone (lactone) was identified as a major plasma metabolite in animals receiving large doses of vitamin D. Although the function of the lactone is not known, its 5-fold greater potency of binding to the plasma vitamin D carrier protein, relative to 25-OH-D3, suggests that it may, perhaps indirectly, contribute to vitamin D toxicity. This indicates the existence of an alternate route to lactone formation through a new 25-OH-D3 metabolite, 23,25-(OH)2D3. (PMID: 6286629) [HMDB] 23S,25-dihydroxyvitamin D3 (23S,25-(OH)2D3) is a circulating metabolite of vitamin D3 during vitamin D excess. During hypocalcemia or hypovitaminosis D, 25-OH-D3 is 1alpha-hydroxylated, primarily in kidney, to produce 1,25-(OH)2D3. 1,25-(OH)2D3 is a hormonally active form of vitamin D3 that enhances intestinal calcium transport and promotes mobilization of calcium from bone. In states of vitamin D excess, other pathways of 25-OH-D3 metabolism emerge as alternatives to 1-and 24-hydroxylation. Recently, 25-hydroxyvitamin D3-26,23-lactone (lactone) was identified as a major plasma metabolite in animals receiving large doses of vitamin D. Although the function of the lactone is not known, its 5-fold greater potency of binding to the plasma vitamin D carrier protein, relative to 25-OH-D3, suggests that it may, perhaps indirectly, contribute to vitamin D toxicity. This indicates the existence of an alternate route to lactone formation through a new 25-OH-D3 metabolite, 23,25-(OH)2D3. (PMID: 6286629). D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols
25,26-dihydroxyvitamin D
25,26-(OH)2D3 is a renal microsomal 25-OH-D3 metabolite, whose plasma concentration increases during vitamin D excess concomitantly with an increase in the concentration of lactone. This observation considered with the related structural features of 25,26-(OH)2D3 and lactone (both are oxidized at (C-26) suggested that 25,26(OH)2D3, a metabolite of unknown function, could be a precursor to lactone. In fact, it has been reported that functionalization of C-26 and subsequent lactone formation occurs exclusively in kidney. However, rigorous examination has unambiguously excluded 25S,26-(OH)2D3, the naturally occurring form as a significant lactone precursor. (PMID: 6286629).
24R,25-Dihydroxyvitamin D3
24R,25-Dihydroxyvitamin D3, also known as 24(R),25(OH)2D3, is a vitamin D metabolite; a dihydroxylated form of the seco-steroid. With the identification of a target cell, the growth plate resting zone (RC) chondrocyte, studies indicate that there are specific membrane-associated signal transduction pathways that mediate both rapid, nongenomic, and genomic responses of RC cells to 24(R),25(OH)2D3. These studies indicate that 24(R),25(OH)2D3 plays an important role in endochondral ossification by regulating less mature chondrocytes and promoting their maturation in the endochondral lineage. 24(R),25(OH)2D3 binds RC chondrocyte membranes with high specificity, increasing protein kinase C (PKC) activity. The effect is stereospecific; 24R,25(OH)2D3, but not 24S,25(OH)2D3, causes the increase, indicating a receptor-mediated response. Phospholipase D-2 (PLD2) activity is increased, resulting in increased production of diacylglycerol (DAG), which in turn activates PKC. 24(R),25(OH)2D3 does not cause translocation of PKC to the plasma membrane but activates existing PKCα. There is a rapid decrease in Ca2+ efflux, and the influx is stimulated. 24(R),25(OH)2D3 also reduces arachidonic acid release by decreasing phospholipase A2 (PLA2) activity, thereby decreasing the available substrate for prostaglandin production via the action of cyclooxygenase-1. PGE2 that is produced acts on the EP1 and EP2 receptors expressed by RC cells to downregulate PKC via protein kinase A, but the reduction in PGE2 decreases this negative feedback mechanism. Both pathways converge on MAP kinase, leading to new gene expression. One consequence of this is the production of new matrix vesicles containing PKCα and PKCγ, and an increase in PKC activity. The chondrocytes also produce 24(R),25(OH)2D3, and the secreted metabolite acts directly on the matrix vesicle membrane. Only PKCγ is directly affected by 24(R),25(OH)2D3 in the matrix vesicles, and activity of this isoform is inhibited. This effect may be involved in the control of matrix maturation and turnover. 24(R),25(OH)2D3 causes RC cells to mature along the endochondral developmental pathway, where they become responsive to 1α,25(OH)2D3 and lose responsiveness to 24(R),25(OH)2D3, a characteristic of more mature growth zone (GC) chondrocytes. 1α,25(OH)2D3 elicits its effects on GC through different signal transduction pathways than those used by 24(R),25(OH)2D3 (PMID: 11179745). 24R,25-Dihydroxyvitamin D3 (24(R),25(OH)2D3 ) is a vitamin D metabolite, a dihydroxylated form of the seco-steroid. With the identification of a target cell, the growth plate resting zone (RC) chondrocyte, studies indicate that there are specific membrane-associated signal transduction pathways that mediate both rapid, nongenomic and genomic responses of RC cells to 24(R),25(OH)2D3. These studies indicate that 24(R),25(OH)2D3 plays an important role in endochondral ossification by regulating less mature chondrocytes and promoting their maturation in the endochondral lineage. D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols D000077264 - Calcium-Regulating Hormones and Agents D050071 - Bone Density Conservation Agents
Neotigogenin
Neotigogenin is found in fenugreek. Neotigogenin is a constituent of currant tomato (Lycopersicon pimpinellifolium)
(24R)-24,25-Dihydroxycalciol
This compound belongs to the family of Vitamin D and Derivatives. These are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.
Secalciferol
This compound belongs to the family of Vitamin D and Derivatives. These are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.
(25R)-7alpha,26-dihydroxycholest-4-en-3-one
(25R)-7alpha,26-dihydroxycholest-4-en-3-one is considered to be practically insoluble (in water) and relatively neutral
(25R)-3beta,4beta-dihydroxycholest-5-en-26-al
(25R)-3beta,4beta-dihydroxycholest-5-en-26-al is considered to be practically insoluble (in water) and relatively neutral
(1R)-5-[2-[(1R,7Ar)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
25,26-Dihydroxyvitamin D3
1alpha,24-Dihydroxycholecalciferol
24, 25-Dihydroxy VD3
7alpha,12alpha-Dihydroxycholest-4-en-3-one
19-Nor-1-,25-dihydroxyvitamin D2
Episarsasapogenin
Neotigonenin, also known as sarsasopogenin, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Neotigonenin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Neotigonenin can be found in fenugreek, which makes neotigonenin a potential biomarker for the consumption of this food product.
(1S)-3-[2-[(1R,7Ar)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-1-hydroperoxy-4-methylidenecyclohexan-1-ol
5alpha,8alpha-Epidioxycholest-6-en-3beta-ol
A cholestanoid that is cholest-6-ene substituted by a beta-hydroxy group at position 3 and a peroxy group between positions 5 and 8 (the 5alpha,8alpha stereoisomer). Isolated from the sea urchin Diadema setosum, it exhibits cytotoxicity against variuos cancer cell lines.
16beta-hydroxy-5alpha-cholest-3,6-dione|16beta-hydroxy-5alpha-cholestane-3,6-dione
(3S,5E,7E,10S)-3,25-Dihydroxy-9,10-secocholesta-5,7-dien-24-one
25,26,27-trisnor-3alpha-hydroxy-lanost-9(11)-en-24-oic acid
(20S)-20,25-dihydroxy-4-cholecten-3-one|stachsterol
(20R,22R)-20,22-dihydroxycholest-4-en-3-one|20R,22R-dihydroxycholest-4-en-3-one
(3beta, 7beta, 22E)-Cholesta-5, 22-diene-3, 7, 19-triol
(3S,5Z,7E,25R)-9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol
cabraleahydroxylactone
A tetracyclic triterpenoid isolated from the stems of Aglaia abbreviata.
24,25-Dihydro-3,6-Dihydroxycholesta-9(11),24-dien-23-one|3beta,6alpha-Dihydroxy-5alpha-cholest-9(11)-en-23-on
(23S)-17alpha,23-epoxy-3beta,24xi-dihydroxy-27,28,29-trisnorlanost-8-ene
3beta-hydroxy-4,4,14-trimethyl-9beta,19-cyclo-5alpha-cholan-24-oic acid|3beta-Hydroxy-4,4,14-trimethyl-9beta,19-cyclo-5alpha-cholan-24-saeure|3beta-Hydroxy-9,19-cyclo-25,26,27-trisnor-lanost-24-carbonsaeure|3beta-hydroxy-9,19-cycloart-24-oic acid|3beta-Hydroxy-9beta,19-cyclo-25,26,27-trinor-lanostan-24-saeure
(1R,2S,4R,6S)-4-[(S)-1-hydroxydodecyl]-6-isopropyl-3-methyl-5H-spiro{bicyclo[2.2.2]oct-[2]-ene-7,2-furan}-5-one|yaoshanenolide B
3beta,6alpha-dihydroxycholest-8-en-23-one|grandol A
(4R,5S,8S,9S,10S,13S,14R,17S)-22,29,30-trinor-shion-3-one-21-acid|astershionone C
(22E)-cholesta-7,22-diene-3beta,5alpha,6beta,9alpha-tetrol
3beta,5alpha-Dihydroxy-cholest-7-en-6-on|3beta,5alpha-dihydroxycholest-7-en-6-one|3beta,5alpha-dihydroxycholesta-7-en-6-one|3beta-5alpha-dihydroxycholest-7-en-6-one|cholest-7-ene-3beta,5alpha-diol-6-one|DHCEO
smilagenin
Origin: Plant; Formula(Parent): C27H44O3; Bottle Name:Smilagenin; PRIME Parent Name:Smilagenin; PRIME in-house No.:S0345; SubCategory_DNP: The sterols, Cholestanes Smilagenin (SMI) is a small-molecule steroidal sapogenin from Anemarrhena asphodeloides and Pelargonium hortorum widely used in traditional Chinese medicine for treating chronic neurodegeneration diseases[1]. Smilagenin (SMI) improves memory of aged rats by increasing the muscarinic receptor subtype 1 (M1)-receptor density[2]. Smilagenin (SMI) attenuates Aβ(25-35)-induced neurodegenerationvia stimulating the gene expression of brain-derived neurotrophic factor, may represents a novel therapeutic strategy for AD[3]. Smilagenin (SMI) is a small-molecule steroidal sapogenin from Anemarrhena asphodeloides and Pelargonium hortorum widely used in traditional Chinese medicine for treating chronic neurodegeneration diseases[1]. Smilagenin (SMI) improves memory of aged rats by increasing the muscarinic receptor subtype 1 (M1)-receptor density[2]. Smilagenin (SMI) attenuates Aβ(25-35)-induced neurodegenerationvia stimulating the gene expression of brain-derived neurotrophic factor, may represents a novel therapeutic strategy for AD[3]. Smilagenin (SMI) is a small-molecule steroidal sapogenin from Anemarrhena asphodeloides and Pelargonium hortorum widely used in traditional Chinese medicine for treating chronic neurodegeneration diseases[1]. Smilagenin (SMI) improves memory of aged rats by increasing the muscarinic receptor subtype 1 (M1)-receptor density[2]. Smilagenin (SMI) attenuates Aβ(25-35)-induced neurodegenerationvia stimulating the gene expression of brain-derived neurotrophic factor, may represents a novel therapeutic strategy for AD[3].
Neotigogenin
Origin: Plant; SubCategory_DNP: The sterols, Cholestanes
(7E)-(3S,6R)-6,19-epidioxy-9,10-seco-5(10),7-cholestadien-3-ol
(7E)-(3S,6S)-6,19-epidioxy-9,10-seco-5(10),7-cholestadien-3-ol
1α,18-dihydroxyvitamin D3 / 1α,18-dihydroxycholecalciferol
(24S)-1α,24-dihydroxyvitamin D3 / (24S)-1α,24-dihydroxycholecalciferol
1α,25-dihydroxy-3-epivitamin D3 / 1α,25-dihydroxy-3-epicholecalciferol
1α,25-dihydroxy-14-epivitamin D3 / 1α,25-dihydroxy-14-epicholecalciferol
1α,25-dihydroxy-14-epiprevitamin D3 / 1α,25-dihydroxy-14-epiprecholecalciferol
1α,25-dihydroxy-20-epivitamin D3 / 1α,25-dihydroxy-20-epicholecalciferol
(5E)-1α,25-dihydroxyvitamin D3 / (5E)-1α,25-dihydroxycholecalciferol
1β,25-dihydroxyvitamin D3 / 1β,25-dihydroxycholecalciferol
1β,25-dihydroxy-3-epivitamin D3 / 1β,25-dihydroxy-3-epicholecalciferol
18,25-dihydroxyvitamin D3 / 18,25-dihydroxycholecalciferol
(22R)-22,25-dihydroxyvitamin D3 / (22R)-22,25-dihydroxycholecalciferol
(22S)-22,25-dihydroxyvitamin D3 / (22S)-22,25-dihydroxycholecalciferol
(23R)-23,25-dihydroxyvitamin D3 / (23R)-23,25-dihydroxycholecalciferol
(23S)-23,25-dihydroxyvitamin D3 / (23S)-23,25-dihydroxycholecalciferol
(24R)-24,25-dihydroxyvitamin D3 / (24R)-24,25-dihydroxycholecalciferol
(24S)-24,25-dihydroxyvitamin D3 / (24S)-24,25-dihydroxycholecalciferol
(25R)-25,26-dihydroxyvitamin D3 / (25R)-25,26-dihydroxycholecalciferol
(25S)-25,26-dihydroxyvitamin D3 / (25S)-25,26-dihydroxycholecalciferol
(7E)-(1R,3R)-2-methylene-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
(7E)-(1R,3R,20S)-2-methylene-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
1α,25-Dihydroxy-previtamin D3
(6R)-6,19-epidioxy-6,19-dihydrovitamin D3
(6S)-6,19-epidioxy-6,19-dihydrovitamin D3
(7E)-(3S,6R)-6-hydroperoxy-9,10-seco-4,7,10(19)-cholestatrien-3-ol
(7E)-(3S,6S)-6-hydroperoxy-9,10-seco-4,7,10(19)-cholestatrien-3-ol
1alpha,18-dihydroxyvitamin D3 / 1alpha,18-dihydroxycholecalciferol
(24R)-1alpha,24-dihydroxyvitamin D3
1alpha,25-dihydroxyvitamin D3 / 1alpha,25-dihydroxycholecalciferol / calcitriol
1alpha,25-dihydroxy-3-epivitamin D3 / 1alpha,25-dihydroxy-3-epicholecalciferol
1alpha,25-dihydroxy-14-epivitamin D3 / 1alpha,25-dihydroxy-14-epicholecalciferol
1alpha,25-dihydroxy-14-epiprevitamin D3 / 1alpha,25-dihydroxy-14-epiprecholecalciferol
1alpha,25-dihydroxy-20-epivitamin D3 / 1alpha,25-dihydroxy-20-epicholecalciferol
(5E)-1alpha,25-dihydroxyvitamin D3 / (5E)-1alpha,25-dihydroxycholecalciferol
1beta,25-dihydroxyvitamin D3 / 1beta,25-dihydroxycholecalciferol
1beta,25-dihydroxy-3-epivitamin D3 / 1beta,25-dihydroxy-3-epicholecalciferol
1alpha,25-dihydroxy-2-methylene-19-norvitamin D3
1alpha,25-dihydroxy-2-methylene-19-nor-20-epivitamin D3
1alpha,25-Dihydroxy-previtamin D3
D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols
Paricalcitol
H - Systemic hormonal preparations, excl. sex hormones and insulins > H05 - Calcium homeostasis > H05B - Anti-parathyroid agents D018977 - Micronutrients > D014815 - Vitamins > D004872 - Ergocalciferols
(1R,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
Calcitriol
A hydroxycalciol that is calcidiol in which the pro-S hydrogen of calcidiol is replaced by a hydroxy group. It is the active form of vitamin D3, produced fom calciol via hydoxylation in the liver to form calcidiol, which is subsequently oxidised in the kidney to give calcitriol. A - Alimentary tract and metabolism > A11 - Vitamins > A11C - Vitamin a and d, incl. combinations of the two > A11CC - Vitamin d and analogues D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents > D002120 - Calcium Channel Agonists COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials, COVID-19 Disease Map C274 - Antineoplastic Agent > C2122 - Cell Differentiating Agent > C1934 - Differentiation Inducer D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D - Dermatologicals > D05 - Antipsoriatics > D05A - Antipsoriatics for topical use D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols D000077264 - Calcium-Regulating Hormones and Agents D050071 - Bone Density Conservation Agents D049990 - Membrane Transport Modulators Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS
(1R,3R)-5-(2-((1R,3aS,7aR,E)-1-((2R,5S,Z)-6-hydroxy-5,6-dimethylhept-3-en-2-yl)-7a-methyloctahydro-4H-inden-4-ylidene)ethylidene)cyclohexane-1,3-diol
Episarsasapogenin
Episarsasapogenin, also known as smilagenin or sarsasapogenin, (3beta,5beta,25s)-isomer, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Episarsasapogenin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Episarsasapogenin can be found in fenugreek, which makes episarsasapogenin a potential biomarker for the consumption of this food product.
(24S)-7alpha,24-dihydroxycholest-4-en-3-one
7alpha,24-Dihydroxycholest-4-en-3-one with S-configuration at C-24.
(6S)-6-[(1R,3aS,4E,7aR)-4-[(2Z)-2-[(5R)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methylheptane-2,5-diol
D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols
24 25-Dihydroxy VD3
24,25-Dihydroxyvitamin D (24R,25(OH)2D3) circulates in blood at concentrations about 1000 times higher than 1alpha,25(OH)2D3. 24-Hydroxylase is present in the proximal convoluted tubule cells of the kidney and in virtual all target cells of 1alpha,25(OH)2D3. Interestingly, 1alpha,25(OH)2D3 is a very strong inducer of 24-hydroxylase activity and 24R,25(OH)2D3 formationand is) also parathyroid hormone (PTH) regulates 24-hydroxylase activity but in a tissue specific manner, i.e. inhibitory in the kidney while a synergistic effect together with 1alpha,25(OH)2D3 is observed in osteoblasts. Generally, 24-hydroxylation has been considered the first step in the degradation pathway of 1alpha,25(OH)2D3 and 25-(OH)D3. However, through the past decades data have accumulated that 24R,25(OH)2D3 is not merely a degradation product but has effects on its own. Classic studies have demonstrated the significance of 24R,25(OH)2D3 for normal chicken egg hatchability and calcium and phosphorus homeostasis. More recently it became apparent that 24R,25(OH)2D3 also has distinct effects on cartilage in particular the resting zone cells. 24R,25(OH)2D3 stimulates osteocalcin synthesis in human osteoblasts. 24R,25(OH)2D3 plays a role in bone metabolism but that it acts in concert with 1alpha,25(OH)2D3 to obtain an optimal effect. (PMID: 11179746 ) [HMDB]
(5E)-(24R)-24,25-dihydroxy-[6,19,19-trideutrio]vitamin D3/(5E)-(24R)-24,25-dihydroxy-[6,19,19-trideutrio]cholecalciferol
(24S)-1alpha,24-dihydroxyvitamin D3/(24S)-1alpha,24-dihydroxycholecalciferol
18,25-dihydroxyvitamin D3/18,25-dihydroxycholecalciferol
23S,25-dihydroxyvitamin D3
D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols
(25S)-3alpha-hydroxy-5alpha-cholest-7-en-26-oic acid
A steroid acid that is 5alpha-cholest-7-en-26-oic acid that has S configuration at position 25 and is substituted by a hydroxy group at the 3alpha position. It is an endogenous ligand for DAF-12 in Caenorhabditis elegans.
(5Z,7E)-9,10-Secocholesta-5,7,10-triene-3,24,25-triol
D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols D000077264 - Calcium-Regulating Hormones and Agents D050071 - Bone Density Conservation Agents
6-[(4Z)-4-[(2E)-2-(5-hydroxy-2-methylidenecyclohexylidene)ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methylheptane-1,2-diol
D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols
(1S)-3-[2-[(1R,7Ar)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-1-hydroperoxy-4-methylidenecyclohexan-1-ol
20(S),25-dihydroxyvitamin D3
A hydroxycalciol that consists of vitamin D3 (calciol) carrying additional hydroxy groups at positions 20 (with S-configuration) and 25.
(20S,23)-dihydroxyvitamin D3
A hydroxycalciol that consists of vitamin D3 (calciol) carrying additional hydroxy groups at positions 20 (with S-configuration) and 23.
(20S,24R)-dihydroxyvitamin D3
A hydroxycalciol that consists of vitamin D3 (calciol) carrying additional hydroxy groups at positions 20 (with S-configuration) and 24 (with R-configuration).
(20S,24S)-dihydroxyvitamin D3
A hydroxycalciol that consists of vitamin D3 (calciol) carrying additional hydroxy groups at positions 20 and 24 (both with S-configuration).
(24S,25)-epoxy-7alpha-hydroxycholesterol
An oxysterol that is (24S,25)-epoxycholesterol bearing a hydroxy substituent at the 7alpha-position.
Stachsterol
A cholestanoid that is cholest-4-ene substituted by hydroxy groups at positions 20 and 25 and an oxo group at position 3. Isolated from Stachyurus himalaicus, it exhibits cytotoxic activity against human Hela cell lines.
9,14,19,19,19-pentadeuterio-1alpha,25-dihydroxyprevitamin D3
(7R,10R,13R)-7-hydroxy-17-[(2R)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
(22R)-furost-5-en-3beta,22-diol
A 3beta-hydroxy-Delta(5)-steroid that is furostan carrying a double bond between positions 5-6 and hydroxy groups at positions 3beta and 22R.
(7R,10R,13R)-7-hydroxy-17-[(2R)-5-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
(16S)-hydroxy-22-oxocholesterol
A C27-steroid that is cholesterol carrying a hydroxy group at position 16S and an oxo group at position 22.
(5R,6R,7S,9S,13S)-5,7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2-oxane]-16-ol
(6R,7S,9S,13S,18S)-5,7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2-oxane]-16-ol
Secalciferol
D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols D000077264 - Calcium-Regulating Hormones and Agents D050071 - Bone Density Conservation Agents
7alpha,25-Dihydroxy-4-cholesten-3-one
A cholestanoid that is 4-cholesten-3-one carrying two additional hydroxy substituents at positions 7alpha and 25.
(25S)-cholestenoic acid
A cholestanoid that is (25S)-cholest-5-en-26-oic acid bearing a 3beta-hydroxy substituent.
(25R)-7alpha,26-dihydroxycholest-4-en-3-one
An oxysterol that is cholesterol which is substituted by an oxo group at position 3 and hydroxy groups at positions 7alpha and 26. It has R-configuration at position 25.
(25R)-3beta,4beta-dihydroxycholest-5-en-26-al
A 26-oxo steroid resulting from the oxidation of the terminal methyl group of 4beta,26-dihydroxycholesterol to the corresponding aldehyde.
(25R)-3beta,26-dihydroxycholest-5-en-7-one
An oxysterol that is 7-ketocholesterol which is substituted by a hydroxy group at position 26 and has R-configuration at position 25.
3beta-Hydroxycholest-5-en-26-oic acid
A steroid acid resulting from the oxidation of one of the terminal methyl groups of cholesterol to the corresponding aldehyde.
(25R)-3beta-hydroxycholest-5-en-26-oic acid
A 3beta-hydroxycholest-5-en-26-oic acid in which the stereocentre at position 25 has R-configuration.